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20175-84-2

20175-84-2 structure
20175-84-2 structure
  • Name: isodiospyrin
  • Chemical Name: Isoldiospyrin
  • CAS Number: 20175-84-2
  • Molecular Formula: C22H14O6
  • Molecular Weight: 374.343
  • Catalog: Natural product Moss
  • Create Date: 2018-03-10 08:00:00
  • Modify Date: 2025-08-25 17:09:37
  • Isodiospyrin, a natural dimeric naphthoquinone, is a human DNA topoisomerase I (Topoisomerase) inhibitor. Isodiospyrin can prevent both DNA relaxation and kinase activities of human topoisomerase I. Isodiospyrin shows anticancer, antibacterial and antifungal activities[1][2][3].

Name Isoldiospyrin
Synonyms Isodiospirin
(1,2'-Binaphthalene)-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (-)-
[1,2'-Binaphthalene]-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (-)-
1',4-Dihydroxy-2,3'-dimethyl-1,2'-binaphthalene-5,5',8,8'-tetrone
isodiospyrin
[1,2'-Binaphthalene]-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-
Description Isodiospyrin, a natural dimeric naphthoquinone, is a human DNA topoisomerase I (Topoisomerase) inhibitor. Isodiospyrin can prevent both DNA relaxation and kinase activities of human topoisomerase I. Isodiospyrin shows anticancer, antibacterial and antifungal activities[1][2][3].
Related Catalog
Target

Topoisomerase I

In Vitro Isodiospyrin (10-40 μM) 不诱导人拓扑异构酶 I (htopo I)-DNA 共价复合物。然而,Isodiospyrin 拮抗 Camptothecin 诱导的 htopo I 介导的 DNA 裂解。Isodiospyrin 结合 htopo I 但不结合 DNA。在 DNA 不存在的情况下,Isodiospyrin 对 htopo I 对剪接因子 2/替代剪接因子的激酶活性具有强烈的抑制作用[1]。 Isodiospyrin 针对革兰氏阳性菌的 MIC 范围为 0.78 至 50 μg/mL。 Isodiospyrin 针对铜绿假单胞菌 ATCC 15443 和伤寒沙门氏菌的浓度范围为 50 至 100 μg/mL。对 M. chelonae 的 MIC 在 6.25 和 25 μg/mL 之间[2]。 Isodiospyrin(30 μM;120-144 小时)显示出 81.4 % 的 P. obscurans 生长抑制。30 μM Isodiospyrin 对 P. viticola 的抗真菌活性为 57.7 %[3]。
References

[1]. Chun-Yuan Ting, et al. Isodiospyrin as a novel human DNA topoisomerase I inhibitor. Biochem Pharmacol. 2003 Nov 15;66(10):1981-91.  

[2]. B A Adeniyi, et al. Antibacterial activity of diospyrin, isodiospyrin and bisisodiospyrin from the root of Diospyros piscatoria (Gurke) (Ebenaceae). Phytother Res. 2000 Mar;14(2):112-7.  

[3]. Xiaoning Wang, et al. Antifungal metabolites from the roots of Diospyros virginiana by overpressure layer chromatography. Chem Biodivers. 2011 Dec;8(12):2331-40.  

Density 1.5±0.1 g/cm3
Boiling Point 712.0±60.0 °C at 760 mmHg
Molecular Formula C22H14O6
Molecular Weight 374.343
Flash Point 398.3±29.4 °C
Exact Mass 374.079041
PSA 108.74000
LogP 3.83
Vapour Pressure 0.0±2.4 mmHg at 25°C
Index of Refraction 1.707
Hazard Codes Xi
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